Explore with OCSC Sailing

OCSC Adventure Sailing often involves the water, but not always! Sometimes sailing is just part of the thrill. Join members of the OCSC community for an expedition to somewhere as far away as Kenya, Turkey, or even Antarctica, or just stick close to home and get your adrenaline rush in magnificient Drake's Bay or the shark-infested waters of the Farallones.

Scheduled Trips

September 9 –
September 23, 201714 Days Long

Continue the seafarers' tradition of thousands of years with an Aegean adventure under sail. Experience the colorful, the quiet, the famous, the historic and the exotic – all in two weeks. You'll travel through time in a world of ancient ruins, modern resorts and ageless...

February 3 –
February 13, 201710 Days Long

Sail in the British Virgin Islands (The BVIs) among spectacular anchorages, hidden sandy coves and endless palm fringed beaches on this tropical adventure where you will find the crystal clear warm waters for snorkeling, swimming and kayaking. A ten flotilla here really...

June 5 –
June 18, 201714 Days Long

Travel to Tanzania during the annual birthing season and the wildebeest migration on the Serengeti Plains for a once in a lifetime experience. We will enjoy fabulous wildlife viewing, authentic cultural interactions (including walks with locals Masai), and exciting night...

Past Flotillas and Adventures

Local Destinations

We're very thankful to be located in a destination in and of itself. When we're not crossing oceans, we're taking adventures in our own backyard (if you consider the west coast of the continental USA our backyard!). Whether it's crossing the ocean to the Farallon islands or heading up the San Pablo Bay to Benica, our little slice of the world promises excitement, adventure, and that refreshing pacific breeze.

Previous OCSC Vacations:

Africa

Africa does not disappoint on land or well off the coast. Our trips to Tanzania offer spectacular sights, wildlife like you've never seen, and enriching time spent with the locals and their culture. Well of its coasts and into the Indian ocean are unspoiled sailing destinations like the Seychelles, which feature an abundance of white sand beaches, truly premier snorkeling and diving, bird and wildlife sanctuaries, unique vegetation, and even rock climbing.

Previous OCSC Vacations:

Asia

From the picturesque coasts of Thailand to the majestic Mahalangur mountain range, it's tough to summarize our expeditions to Asia in a single paragraph. These vacations have a little something for everyone. So whether you're an aspiring mountaineer trying to see Everest basecamp for the first time, or just want to relax off the coast in an ocean of crystal-clear water, keep an ear out for our next Asian adventure.

Previous OCSC Vacations:

Europe

Turkey's turquoise water and dramatic coastlines, or Croatia’s fantastic climate, cuisine, endless activities...there's just so much to do! Venture with us to the Mediterranean and around Europe. We promise every trip will be a delight!

Previous OCSC Vacations:

Arctic Adventures

Antarctica is said to be the coldest, driest and windiest place on earth, but this immense wilderness is also a fabulous and virtually pristine paradise chock-full of wildlife with an incomparable scenery of mountains, snow and ice. It is a privilege to visit this awe-inspiring continent and to experience the special magic that has lured explorers, adventurers and scientists for more than two centuries and – most recently – world travelers.

Previous OCSC Vacations:

The Americas

Ah yes, our side of the world! From experiencing national treasures in new ways (like rafting inside of the Grand Canyon!), or exploring beautiful sections of South American like Patagonia or the Sea of Cortez, we've got you covered when it comes to explores the Americas.

Previous OCSC Vacations:

The Pacific

The great Pacific Ocean is a pathway to countless world destinations and adventures. From British Columbia all the way down to the Galapagos Islands, you better believe we're trying to see it all. Keep in touch if you want to know which part we're going to next!

Previous OCSC Vacations:

Curated
We choose the best destinations and the best dates, then we reserve several boats for the location. For example, recent flotillas have explored Greece, Tonga, Mexico and the British Virgin Islands.

Preparedness
We host a series of planning parties to explain the details and answer questions from anyone interested in going with us.

All Skills Levels
Flotilla charters are ideal for first-time skippers, since OCSC helps in cruise planning, introduces individuals to others interested in sharing a yacht, and sends an experienced OCSC group leader along.

No Stress
Guided by OCSC, the whole process is immediately less stressful and much more enjoyable.

Giving Back

Since it’s founding, OCSC has been committed to environmental protection. We have always felt that especially since our business is built on enjoying nature, we are compelled to support organizations that work as guardians for all of us. Part of our approach has been to focus our efforts and appreciation on areas that we are privileged to visit on our bareboat flotillas.

To this end your participation in our flotilla includes an additional contribution of $50 per person. The funds we collect are donated to an environmental protection initiative in the region we visit.

We are looking forward to a spectacular vacation with you! Please contact us at the club if you have any questions. We're available Monday through Friday at 800.223.2984.